[3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide

Base Information

• Chemical Name: [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide
• CAS No.: 313268-73-4
• Molecular Formula: C₃₂H₃₈ClN₅O₅S₂
• Molecular Weight: 672.269
• Mol file: 313268-73-4.mol

Synonyms:[3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide

Chemical Property of [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide

There total 5 articles about [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

orthoformic acid triethyl ester (122-51-0) + [3aR-[3aα,4α,6a(R*),6aα]]-6-[4-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3-aminopyrid-2-ylamino] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide (280756-73-2) → [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide (313268-73-4)

Guidance literature:

With acetic anhydride; at 100 - 105 ℃; for 2h;

DOI:10.1021/jo001066f

Reference yield:

2,4-difluoro-3-nitropyridine (60186-14-3) → [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide (313268-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 0.25 h / 20 °C

1.2: 83 percent / tetrahydrofuran / 1 h / 65 °C

2.1: 100 percent / potassium carbonate; 1-methyl-2-pyrrolidinone / 1.5 h / 85 °C

3.1: 97 percent / H₂ / platinum on carbon / ethyl acetate; methanol / 24 h / 20 °C / 2585.81 - 2844.39 Torr

4.1: 75 percent / Ac₂O / 2 h / 100 - 105 °C

With 1-methyl-pyrrolidin-2-one; potassium tert-butylate; hydrogen; acetic anhydride; potassium carbonate; platinum on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; 1.1: deprotonation / 1.2: Substitution / 2.1: Substitution / 3.1: Hydrogenolysis / 4.1: cyclocondensation;

DOI:10.1021/jo001066f

Reference yield:

2,4-dichloro-3-nitro-pyridine (5975-12-2) → [3aR-[3aα,4α,6a(R*),6aα]]-6-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3H-imidazo(4,5-b)pyrid-3-yl] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide (313268-73-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 90 percent / potassium fluoride; 1-methyl-2-pyrrolidinone; 18-crown-6 / 2 h / 100 °C

2.1: potassium tert-butoxide / tetrahydrofuran / 0.25 h / 20 °C

2.2: 83 percent / tetrahydrofuran / 1 h / 65 °C

3.1: 100 percent / potassium carbonate; 1-methyl-2-pyrrolidinone / 1.5 h / 85 °C

4.1: 97 percent / H₂ / platinum on carbon / ethyl acetate; methanol / 24 h / 20 °C / 2585.81 - 2844.39 Torr

5.1: 75 percent / Ac₂O / 2 h / 100 - 105 °C

With 1-methyl-pyrrolidin-2-one; potassium fluoride; 18-crown-6 ether; potassium tert-butylate; hydrogen; acetic anhydride; potassium carbonate; platinum on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; 1.1: Substitution / 2.1: deprotonation / 2.2: Substitution / 3.1: Substitution / 4.1: Hydrogenolysis / 5.1: cyclocondensation;

DOI:10.1021/jo001066f

upstream raw materials:

orthoformic acid triethyl ester

[3aR-[3aα,4α,6a(R*),6aα]]-6-[4-[[1-[(3-chlorothien-2-yl)methyl]propyl][4-methylbenzenesulfonyl]amino]-3-aminopyrid-2-ylamino] N-ethyl tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxole-4-carboxamide

2,4-dichloro-3-nitro-pyridine

2,4-difluoro-3-nitropyridine

Downstream raw materials:

[1S-[1α,2β,3β,4α(S*)]]-4-[7-[[1-[(3-chlorothien-2-yl)methyl]propyl]amino]-3H-imidazo[4,5-b]pyrid-3-yl] N-ethyl 2,3-dihydroxycyclopentanecarboxamide